Advanced search
Start date
Betweenand


Synthesis, Chiral Resolution and Enantiomers Absolute Configuration of 4-Nitropropranolol and 7-Nitropropranolol

Full text
Author(s):
Show less -
Sparaco, Rosa ; Scognamiglio, Antonia ; Corvino, Angela ; Caliendo, Giuseppe ; Fiorino, Ferdinando ; Magli, Elisa ; Perissutti, Elisa ; Santagada, Vincenzo ; Severino, Beatrice ; Luciano, Paolo ; Casertano, Marcello ; Aiello, Anna ; De Nucci, Gilberto ; Frecentese, Francesco
Total Authors: 14
Document type: Journal article
Source: Molecules; v. 28, n. 1, p. 15-pg., 2023-01-01.
Abstract

We recently identified 6-nitrodopamine and other nitro-catecholamines (6-nitrodopa, 6-nitroadrenaline), indicating that the endothelium has the ability to nitrate the classical catecholamines (dopamine, noradrenaline, and adrenaline). In order to investigate whether drugs could be subject to the same nitration process, we synthesized 4-nitro- and 7-nitropropranolol as probes to evaluate the possible nitration of the propranolol by the endothelium. The separation of the enantiomers in very high yields and excellent enantiopurity was achieved by chiral HPLC. Finally, we used Riguera's method to determine the absolute configuration of the enantiomers, through double derivatization with MPA and NMR studies. (AU)

FAPESP's process: 19/16805-4 - Evaluation of the pathophysiological role of endothelial catecholamines
Grantee:Gilberto de Nucci
Support Opportunities: Research Projects - Thematic Grants